Earn 40,000 points
to find your place in the sun.Learn more
Trade the Windy City for Tinseltown on your next trip with Southwest Airlines®. With great deals on flights from Chicago Midway International Airport to Los Angeles International Airport, we make booking your next vacation a breeze. Search for Southwest® flights to Los Angeles (LAX) and book with confidence. Have flexible dates? Use our Low Fare Calendar to discover the lowest fares we have available. Before you go, don’t forget to visit Southwest Vacations® for package deals on flights, hotels, rental cars, and more.
Check out Chicago (Midway) to Los Angeles (LAX) flights and book yours today!
Departing from: Chicago Midway International Airport (MDW)
Arriving at: Los Angeles International Airport (LAX)
Millions of Angelenos call L.A. home, and with Los Angeles County covering over 4,700 square miles and consisting of numerous regions and neighborhoods, the Los Angeles Area has a lot to offer. Whether you’re a foodie, nature lover, or history buff, there’s something for you in this spectacularly sunny destination.
Dive into the heart of the city by exploring downtown Los Angeles (or DTLA, to locals). This former industrial area is now jam-packed with hip restaurants, great shopping, and interesting art. Pay a visit to MOCA, the only art museum in the Los Angeles Area that solely exhibits art from the contemporary period. Continue your museum streak with a trip to The Broad, an art museum with free admission in an impressive building. Finish up your day in DTLA with a snack in iconic Chinatown or Little Tokyo.
Another visitor favorite is the neighborhood of West Hollywood. This neighborhood is home to the Sunset Strip and is one of the more pedestrian-friendly pockets of the Los Angeles Area. Explore 3rd Street, Larchmont Avenue, and La Brea for boutique shopping, great coffee, and all the avocado toast your heart desires. Be sure to check out the Los Angeles County Museum of Art, which is the biggest art museum in the western part of the United States, and kid friendly to boot!
Beyond the movie stars and luxury shopping, the Los Angeles Area also boasts many opportunities to spend time outdoors. Explore the Venice Canal Walk, a system of waterways constructed at the turn of the century modeled on the original canaled city in Italy. Take a pedal boat ride in Echo Park or hike through Runyon Canyon to sneak in an afternoon workout. Don’t miss a visit to Griffith Park, a municipal park in the Los Feliz neighborhood with an observatory, planetarium, and miles of hiking trails.
One child over 14 days and under two (2) years of age, not occupying a seat, may be carried free of charge when traveling with an adult (12 years of age or older). Learn more.
Customers flying with a pet are subject to a pet fare. To learn more about traveling with your furry friend, explore the Southwest Pet Policy.
Minors under the age of 18 are not permitted to fly unaccompanied on international flights or any itinerary that includes an international flight. Learn more.
Start packing! Every ticketed Customer’s first two checked bags are free. Learn more.
Planning a memorable trip from Chicago (Midway) to Los Angeles (LAX) takes more than finding cheap flights from Chicago Midway International Airport to Los Angeles International Airport, which is why Southwest offers even more services and perks. With the Southwest Experience, we make sure your travel experience goes as smoothly as possible, from booking to boarding. Be sure to find out more before you book your Chicago (Midway) to Los Angeles (LAX) flight.
Flying with Southwest is simple and fun, no matter which destination you choose. Search with confidence for your next flight to Lost Angeles (LAX) and know that you won’t be hassled by hidden fees—we offer low fares and, as always, bags fly free1. That’s our Transfarency® promise. Sign up for Click 'N Save® emails and stay in the know about our latest flight deals. Looking for tours, activities, and more hidden gems? Check out Southwest Airlines® Experiences and earn Rapid Rewards® points when you book.
1First and second checked bags. Weight and size limits apply.
2Fare difference may apply.